N^α-tert-butyloxycarbonyl-L-p-amino(9-fluorenylmethyloxycarbonyl)phenylalanyl-L-leucine tert-butyl ester

Base Information

• Chemical Name: N^α-tert-butyloxycarbonyl-L-p-amino(9-fluorenylmethyloxycarbonyl)phenylalanyl-L-leucine tert-butyl ester
• CAS No.: 309729-33-7
• Molecular Formula: C₃₉H₄₉N₃O₇
• Molecular Weight: 671.834

Synonyms:N^α-tert-butyloxycarbonyl-L-p-amino(9-fluorenylmethyloxycarbonyl)phenylalanyl-L-leucine tert-butyl ester

Chemical Property of N^α-tert-butyloxycarbonyl-L-p-amino(9-fluorenylmethyloxycarbonyl)phenylalanyl-L-leucine tert-butyl ester

Chemical Property:

Purity/Quality:

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Technology Process of N^α-tert-butyloxycarbonyl-L-p-amino(9-fluorenylmethyloxycarbonyl)phenylalanyl-L-leucine tert-butyl ester

There total 1 articles about N^α-tert-butyloxycarbonyl-L-p-amino(9-fluorenylmethyloxycarbonyl)phenylalanyl-L-leucine tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + Nα-tert-butyloxycarbonyl-L-p-aminophenylalanyl-L-leucine tert-butyl ester (309729-32-6) → Nα-tert-butyloxycarbonyl-L-p-amino(9-fluorenylmethyloxycarbonyl)phenylalanyl-L-leucine tert-butyl ester (309729-33-7)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; pH=8;

DOI:10.1021/jm000123u

Reference yield: 97.0%

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + Nα-tert-butyloxycarbonyl-L-p-amino(9-fluorenylmethyloxycarbonyl)phenylalanyl-L-leucine tert-butyl ester (309729-33-7) → L-p-amino(9-fluorenylmethyloxycarbonyl)phenylalanyl-L-leucine tert-butyl ester triflate salt

Guidance literature:

In dichloromethane; toluene; for 4h;

DOI:10.1021/jm000123u

Reference yield:

Nα-tert-butyloxycarbonyl-L-p-amino(9-fluorenylmethyloxycarbonyl)phenylalanyl-L-leucine tert-butyl ester (309729-33-7) → N,N-dibenzyl-L-tyrosylglycylglycyl-L-p-bromoacetamidophenylalanyl-L-leucine

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / toluene; CH₂Cl₂ / 4 h

2: N-methylmorpholine / dimethylformamide; tetrahydrofuran / -15 - 20 °C

3: 75 percent / tris(2-aminoethylamine) / CH₂Cl₂ / 3 h

4: 91 percent / DIPEA / CH₂Cl₂ / 20 °C

5: 73 percent / TFA / methoxybenzene / 1 h / 20 °C

With 4-methyl-morpholine; 2,2',2''-triaminotriethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; methoxybenzene; N,N-dimethyl-formamide; toluene; 1: deacylation / 2: Condensation / 3: aminolysis / 4: Acylation / 5: acidolysis;

DOI:10.1021/jm000123u

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

N^α-tert-butyloxycarbonyl-L-p-aminophenylalanyl-L-leucine tert-butyl ester

Downstream raw materials:

N,N-dibenzyl-O-tert-butyl-L-tyrosylglycylglycyl-L-p-aminophenylalanyl-L-leucine tert-butyl ester

N,N-dibenzyl-O-tert-butyl-L-tyrosylglycylglycyl-L-p-isothiocyanatophenylalanyl-L-leucine tert-butyl ester

N,N-dibenzyl-O-tert-butyl-L-tyrosylglycylglycyl-L-p-chloroacetamidophenylalanyl-L-leucine tert-butyl ester

N,N-dibenzyl-O-tert-butyl-L-tyrosylglycylglycyl-L-p-bromoacetamidophenylalanyl-L-leucine tert-butyl ester

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